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1,3-Dioxolo(4,5-g)quinoline-7-carboxylic acid, 8-chloro-, ethyl ester → Ethyl 8-ethoxy-2H-[1,3]dioxolo[4,5-G]quinoline-7-carboxylate

HRID 1658344
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HRID 1658344 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]3[O:14][CH2:13][O:12][C:9]=3[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16].[CH3:20][CH2:21][O-:22].[Na+]>C(O)C>[CH2:21]([O:22][C:2]1[C:11]2[C:6](=[CH:7][C:8]3[O:14][CH2:13][O:12][C:9]=3[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:20]
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참가 물질

4

반응물 2

HCID 8245791,3-Dioxolo(4,5-g)quinoline-7-carboxylic acid, 8-chloro-, ethyl esterHCID 2723922Sodium ethoxide2회

생성물 1

HCID 12367717Ethyl 8-ethoxy-2H-[1,3]dioxolo[4,5-G]quinoline-7-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a mixture containing 126 g of ethyl 4-chloro-6,7-methylenedioxyquinoline-3-carboxylate and 200 ml of absolute ethanol was added dropwise an ethanolic sodium ethylate solution prepared from 34 g of sodium ethylate and 250 ml of ethanol with stirring. The resulting mixture was refluxed for 1.5 hours and the ethanol was removed under reduced pressure. The residue was poured into ice-water, the insoluble solid was filtered, washed with water and dried to provide 126 g of almost pure ethyl 4-ethoxy-6,7-methylenedioxyquinoline-3-caboxylate, m.p. 84°-86°C. Recrystallization from petroleum ether gave colorless needles, m.p. 85°-85.5°C.

후처리

  1. temperatureThe resulting mixture was refluxed for 1.5 hours
  2. customthe ethanol was removed under reduced pressure
  3. additionThe residue was poured into ice-water
  4. filtrationthe insoluble solid was filtered
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-e3a8369334a64b4799716e09c59b6819
출처 데이터셋
uspto-grants-1976_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03963736

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